IBMX A potent inhibitor of phosphodiesterases

IBMX (CAS 28822-58-4)

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Sinónimo: 3-Isobutyl-1-methylanxthine; Methylisobutylxanthine; MIX
Solicitud: A potent inhibitor of phosphodiesterases
Número de CAS: 28822-58-4
Pureza: ≥99%
Peso Molecular: 222.24
Fórmula Molecular: C10H14N4O2
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IBMX is one of the most potent and nonspecific inhibitors of cyclic nucleotide PDE (phosphodiesterases) with documented IC50 values for PDE1, 2, 3, 4, and 5 equaling 19, 50, 18, 13 and 32. The compound is documented to raise intracellular cyclic AMP levels. In rat sensory neurons the addition of IBMX caused the release of Ca2+ from caffeine ryanodine sensitive internal stores increasing the internal Ca2+ levels and inducing a biphasic membrane current response. Through PDE inhibition IBMX has also inhibited TNFα. IBMX in breast cancer cells has also induced p21 and p27 through a PKA independent pathway. Although a nonspecific PDE inhibitor IBMX does not show inhibition of PDE8B. In neuroendocrine epithelial cells IBMX has been observed to inhibit α-adrenoceptor-mediated 5-HT release at IC50 = 1.3μM.


References

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2. Usachev, Y., et al. 1995. Pflugers Arch. 430: 420-428. PMID: 7491267
3. Rao, S., et al. 1999. Exp. Cell Res. 252: 211-223. PMID: 10502413
4. Freitag, A., et al. 1998. Eur. J. Pharmacol. 354: 67-71. PMID: 9726632

Estado de Materia :
Solid
Solubilidad :
Soluble in ethanol (10 mg/ml), DMSO(with gentle warming) (1 M), methanol(warm) (50 mg/ml), 2-propanol, dichloromethane, ether, ethyl acetate, and DMF (~5 mg/ml). Insoluble in water.
ALMACENAMIENTO :
Store at room temperature
Punto de Fusión :
200-201° C (lit.)
Punto de ebullición :
445.6° C at 760 mmHg (Predicted)
Densidad :
1.3 g/cm3 (Predicted)
Indice de Refracción :
n20D 1.57 (Predicted)
IC50 :
suppresses α-adrenoceptor-mediated 5-HT release: IC50 = 1.3 µM (neuroendocrine epithelial cells); PDE4: IC50 = 13 µM; PDE3: IC50 = 18 µM; PDE1: IC50 = 19 µM; PDE5 : IC50 = 32 µM; PDE2: IC50 = 50 µM; Phosphodiesterase 1B: IC50 = 100 nM (rat); Sodium channel protein type II alpha subunit: IC50 = 1800 nM (human)
Datos Ki :
Adenosine A2b receptor: Ki= 50 nM (rat); Adenosine A2a receptor: Ki= 800 nM (rat); Adenosine A1 receptor: Ki= 2000 nM (rat)
Valores de pK :
pKa: 8.61 (Predicted), pKb: 1.49 (Predicted)
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
RTECS :
ZD8500000
PubChem CID :
3758
Número MDL :
MFCD00005584
Número EC :
249-259-3
Registro Beilstein :
247859
SMILES :
CC(C)CN1C2=C(C(=O)N(C1=O)C)NC=N2

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IBMX  Menciones del Producto

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Citaciones 1 a 6 de un total de 6

PMID: # 28730281  Świerczek, A. et al. 2017. Naunyn Schmiedebergs Arch. Pharmacol.

PMID: # 26481310  Liu, Z. et al. 2016. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 30: 635-52.

PMID: # 27125215  Wu, M. et al. 2016. Pflugers Arch.

PMID: # 27408772  Kolic, J. et al. 2016. Mol Metab. 5: 459-71.

PMID: # 26408789  Wang, X. et al. 2015. Toxicol. Appl. Pharmacol. 289: 286-96.

PMID: # 22261727  Rani, MP. et al. 2012. J. Sci. Food Agric. 92: 1948-55.

Citaciones 1 a 6 de un total de 6
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